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Merck

11219

Sigma-Aldrich

(+)-Isolariciresinol

≥95.0% (HPLC)

Synonym(e):

(1S,2R,3R)-1,2,3,4-Tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2,3-naphthalindimethanol, (6R,7R,8S)-8-(4-Hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalin-2-ol

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About This Item

Empirische Formel (Hill-System):
C20H24O6
CAS-Nummer:
Molekulargewicht:
360.40
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:

Assay

≥95.0% (HPLC)

SMILES String

COc1cc2C[C@@H](CO)[C@H](CO)[C@@H](c3ccc(O)c(OC)c3)c2cc1O

InChI

1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m0/s1

InChIKey

OGFXBIXJCWAUCH-KPHUOKFYSA-N

Anwendung

Isolariciresinol may be used as a reference compound in the purification, identification and analysis of lignan phytoestrogens and lignan glycosides.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Shuichi Yamamoto et al.
Journal of mass spectrometry : JMS, 39(11), 1337-1347 (2004-11-09)
Total extract of resin from Araucaria angustifolia was analyzed by gas chromatography/mass spectrometry and 32 lignans were identified. Lignan acetates are present in the resin and consist of four secoisolariciresinol acetates, six lariciresinol acetates, two 7'-hydroxylariciresinol acetates and an isolariciresinol
C Bannwart et al.
Clinica chimica acta; international journal of clinical chemistry, 180(3), 293-301 (1989-04-14)
The mammalian lignans enterolactone and enterodiol are regular constituents of human urine and are excreted daily in mumol amounts. They are produced by metabolic action of intestinal bacteria from natural plant lignan precursors which are constituents of various food plants.
Nikolas Fokialakis et al.
Planta medica, 69(6), 566-568 (2003-07-17)
Bioassay-guided fractionation of the neutral extract of the bark of Sarcomelicope megistophylla resulted in the isolation of the new nor-neolignan sarcomeginal ( 1), together with the known ailanthoidol ( 2) and (+/-)-seco-isolariciresinol ( 3). The structure of 1 was determined
Ting-zhao Li et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 38(7), 520-522 (2003-10-01)
To study the lignans from Patrinia scabra Bunge. The constituents were separated and purified by column chromatography with silical gel, RP-silical gel and Sephadex LH-20. Their structures were identified on the basis of spectral data (IR, MS, 1HNMR, 13CNMR, HMQC
Silvia A Coran et al.
Journal of chromatography. A, 1045(1-2), 217-222 (2004-09-24)
A HPTLC-densitometric method, based on an external standard approach, was developed in order to obtain a novel procedure for routine analysis of secoisolariciresinol diglucoside (SDG) in flaxseed with a minimum of sample pre-treatment. Optimization of TLC conditions for the densitometric

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